Nucleic acids are a group of non-protein
nitrogenous compounds concerned with the
storage and transfer of genetic information.
Macromolecular polymers of nucleotides
Deoxy ribonucleic acid (DNA)
Ribonucleic acid (RNA)
NUCLEOSIDE
BASE + PENTOSE
SUGAR
NUCLEOSIDE
NUCLEOTIDE
Phosphate
Group
O 5
O=P-O CH2
O
O
N
Nitrogenous base
C4 C1
( Purine/ Pyrimidine)
Sugar
(ribose/ deoxy ribose)
C3 C2
NUCLEOTIDE STRUCTURE
PHOSPATE SUGAR BASE
Ribose or PURINES PYRIMIDINES
Deoxyribose
Adenine (A) Cytosine (C)
Guanine(G) Thymine (T)
Uracil (U)
NUCLEOTIDE
PURINE
9 membered heterocyclic structure
Pyrimidine ring fused to imidazole ring
6 7
1 N
5 N
CH
8
2
4 N9
N
3
PURINE
Present in RNA and DNA are same
o
NH
2
N N N
N
H2 N
N N
N N
ADENINE GUANINE
( 6 Amino (2 Amino 6
purine) Oxo purine)
Minor Purine Bases
HYPOXANTHINE
XANTHINE
URIC ACID
Purine Analogs
Structurally similar to purines
Inhibit enzymes involved in purine metabolism
OH
Examples N N
Allopurinol
N N
Inhibits xanthine oxidase
SH
Treatment of hyperuricemia N
N
- 6-mercaptopurine
• Inhibits purine nucleotide synthesis
N N
• Anticancer drug
PYRIMIDINE
6 membered nitrogenous ring
structure 4
3 N 5
2 6
N
1
PYRIMIDINE
4 NH2 O 4 O
3N 5 3 N 5 3 N CH3
5
O 2 6 O 2 6 O 2 6
N N N1
1 1
URACIL THYMINE
CYTOSIN
RNA DNA
E
Both DNA
Modified Pyrimidine Bases
O
Dihydro-uracil
N OH
O OH
N
NH2
5-methyl cytosine
N
Present rarely in RNA CH3
O
N
Pyrimidine Analogs
Structurally similar to pyrimidines
Inhibit enzymes involved in pyrimidine metabolism
Examples
5-fluorouracil
Anticancer drug
-3 DEOXY URIDINE
Nucleoside with purine bases: suffix –sine
Ribonucleosides
Adenine + ribose -> Adenosine
Guanine + ribose -> Guanosine
Hypoxanthine + ribose -> Inosine
Xanthine + ribose -> Xanthosine
Deoxyribonucleosides
Adenine + deoxyribose ->Deoxy adenosine
Guanine + deoxyribose -> Deoxy guanosine
Nucleoside with a pyrimidine bases: suffix –dine
Ribonucleosides
Uracil + ribose -> Uridine
Cytosine + ribose -> Cytidine
Deoxyribonucleosides
Cytosine + deoxyribose ->Deoxy cytidine
Thymine + deoxyribose -> Deoxy
NUCLEOTIDE
Base + Pentose sugar +
Phosphoric acid
Nucleoside Nucleoside Nucleoside Nucleoside
monophosphate diphosphate triphosphate
Ribonucleotide phosphates
Adenosine Adenosine Adenosine Adenosine
monophosphate (AMP) diphosphate (ADP) triphosphate (ATP)
Guanosine GMP GDP GTP
Inosine IMP IDP ITP
Deoxyribonucleotide phosphates
d-Adenosine d-AMP d-ADP d-ATP
d-Guanosine d-GMP d-GDP d-GTP
Nucleoside Nucleoside Nucleoside Nucleoside
monophosphate diphosphate triphosphate
Ribonucleotide phosphates
Ctyidine CMP CDP CTP
Uridine UMP UDP UTP
Deoxyribonucleotide phosphates
d-Cytidine d-CMP d-CDP d-CTP
d-Thymidine d-TMP d-TDP d-TTP
BIOLOGICALLY IMPORTANT NUCLEOTIDES -
Adenosine derivatives
ATP
high energy compound
Main biological transducer of free
energy
ADP
Utilized for ATP formation by
oxidation
AMP
Activator of enzymes- glycogen
phosphorylase
cAMP
A phosphodiester linkage formed between the 3’
and 5’ positions of ribose group. Such compounds
are called cyclic nucleotides
Second messengers
in regulating hormone function
Adenosine derivatives
PAPS (3-phosphoadenosyl 5-
phosphosulfonate)
Donor of sulfate groups
Formation of sulfated GAGs
Utilized in detoxification reactions
NAD+
Involved in oxidation reduction reactions
Coenzyme for
• Pyruvate dehydrogenase
• Isocitrate dehydrogenase
• Malate dehydrogenase
NADP
Coenzyme for
Glucose 6-phosphate dehyrogenase
6-phospho gluconate dehydrogenase
Cytosolic malic enzyme
FAD
As coenzyme
Succinate dehydrogenase
Acyl CoA dehydrogenase
Pyruvate dehydrogenase complex
D-amino oxidase
Xanthine oxidase
NADPH
Fatty acid biosynthesis and steroids
Maintenance of glutathione in
reduced state
Detoxification reactions
Coenzyme A
1) Activation of fatty acids,
2) Biosynthesis of acetylCoA
3) Synthesis of Succinyl CoA
4) Synthesis of Propionyl CoA
Guanosine derivatives
GTP
High energy compound in gluconeogenesis
Formation of RNA from DNA
Protein biosynthes
Cyclic GMP (cGMP)
Second messenger
Involved in smooth muscle relaxation
Cytidine derivatives
dCTP
DNA synthesis
CDP-choline
: biosynthesis of phosphotidylcholine
CDP-ethanolamine
: synthesis of phosphotidylethanolamine
Uridine derivatives
UTP
Biosynthesis of RNA
UDP-glucose
Biosynthesis of glycogen
UDP-glucuronic acid
Metabolism of galactose
UDP-glucuronic acid
Biosynthesis of GAGs
Detoxification reactions
Thymidine derivatives
TMP
Formed from UMP
Present in tRNA
dTTP
DNA synthesis
DNA
Primary structure of DNA
DNA is a POLYMER OF deoxyribonucleotide in
which deoxyribonucleotides are linked through
3’5’ phosphodiester linkage
Bases:
Purine
Adenine and Guanine
Pyrimidine
Cytosine and Thymine
THE SUGAR-PHOSPHATE
P
BACKBONE
Back bone- Many P
deoxyribonucleotides
P
linked covalently by 3’- 5’
P
phosphodiester bonds
P
P
G
ADDING IN THE BASES
P
C
The bases are P
C
attached to the 1st
P
Carbon OF the sugar A
N1 OF PYRIMIDINE P
T
N9 OF PURINE
P
T
One end has 5’ OH group and
the other 3’ OH group that is not
linked to another nucleotide
Base sequence along the DNA
chain is written from 5’ end of
the chain to 3’ end.
Secondary structure of DNA
Watson and Crick model
DNA is a right handed double helix
Two helical chains are
coiled around each other on
a common axis
The two strands run
antiparallel. One strand
runs in a 5’ to 3’ direction
and the other in 3’ to 5’
direction.
The width of the double
The pitch is 34A
There are 10
nucleotide bases
adjacent bases are
separated by 3.4 Aₒ
POLARITY OF DNA
MOLECULE
The base is present on the inside and
the phosphodiester linkage and sugars
are on the outside.
Grooves
There are two grooves in the DNA
molecule;
major and minor grooves .
Base pairing
Two strands are complementary to each
other. adenine of one strand will pair with
thymine of the other strand, while guanine
with cytosine.
This base pairing is called Chargaff ‘s rule,
where no of purines = no of pyrimidines
HYDROGEN BONDING
The two strands are held together by
hydrogen bonds between the purine and
pyrimidine bases.
Two hydrogen bond between A and T.
Three hydrogen bond between G and C.
Forms of DNA
6 different types: A.B.C.D.E AND Z.
A ,B,C,D, and E are right handed.
Z is left handed.
B form is the predominantly seen
under physiological conditions.
A form is bulkier than B form.
A has 11, B has 10 and Z has 12 base
pairs
Functions of Nucleic Acids
DNA & RNA: Basis of heredity
DNA carries the genetic information
from the parent to the offspring by a
process called replication
Higher organization of DNA
DNA is organized to form a compact
structure
Nucleosomes
30nm fiber
Radial loops
chromatin
NUCLEOSOMES
Regular repeating units of DNA
Formed by wrapping of DNA around a class of
proteins called as histones
>
2 regions:
Core particle: formed by association of
nucleosomes with 4 histone proteins H3, H4,
H2A, H2B. DNA is wrapped around the
octamer
DNA in eukaryotic cells is packaged into
nucleosomes,
which contain proteins called histones.
Nucleosomes are packaged to form 30 nm fibers
RNA STRUCTURE AND
FUNCTION
Ribonucleic acid is a polyribonucleotide in
which nucleotides are linked by
phosphodiester bond
• Nucleotides
Major: AMP, GMP, CMP, UMP
Minor: methylated purines, thymine, dihydrouracil
•Backbone: sugar-phosphate
Types of RNA
m RNA ( messenger RNA)
t- RNA ( transfer RNA)
r- RNA ( ribosomal RNA)
m-RNA
5’ end- Capped by 7- methyl guanosine triphosphate
Cap-
Involved in recognition of m- RNA by the
translating machinery
Stabilizes m- RNA by preventing attack by 5’
exonucleases
5’ UTR:
Untranslated region
Coding regions:
Initiating codon – AUG ( Methionine)
Codons specific for amino acids
Terminating codons- UGA, UAA, UAG
m-RNA
Poly A tail –
Attached to 3’ end of RNA
Consists of series of adenylate residues, 20 –
250 nucleotides joined by phosphodiester
bonds
Prevents the attack of 3’ exonuclease
FUNCTION
Serves as template for protein
biosynthesis
STRUCTURE
o Appears like a clover leaf
o 4 arms
Acceptor arm: attachment site for the
amino acid carried by t- RNA
Base paired stem sequence CCA ( 5’- 3’) at
the 3’ end
D arm:
Presence of base dihydrouridine
Anticodon arm:
Contains anticodon that is
complementary with the codon of m-
RNA
– responsible for specificity of amino
TҰ c arm
Contains ribothymidine ( T) and
pseudouridine Ұ
Variable arm
Extra arm varies in size , found between
anticodon and TҰ c arm
Function:
Carries amino acids in an activated form to
the ribosome for translation
RIBOSOME :
Factories – in which synthesis of protein
occurs
They are large complexes of proteins and
r RNA
Ribosomal RNA ( r- RNA)
Structure of r- RNA:
Hairpin loops between complementary regions
of same linear RNA
Functions:
Maintains ribosomal structure
Participates in protein synthesis by
binding m- RNA to ribosomes
Other Nuclear and cytoplasmic RNA
Heterogeneous RNA ( hn – RNA)
Precursors of m- RNA
Small nuclear RNA ( sn- RNA)
Less than 300 nucleotides
Associated with proteins to form Sn RNP’s
( U1, U2, U4,U5 and U6)
Involved in removal of introns and splicing
of sucessive exons of m- RNA precursor.
Difference between DNA & RNA
Sugar- deoxyribose Sugar- ribose
Nitrogenous bases- Nitrogenous bases-
adenine, guanine, adenine, guanine,
cytosine, thymine cytosine, uracil
Double stranded single stranded
A=T, C=G A#T, C#G
Alkali resistant Destroyed by Alkali
Self replicated Formed from DNA
Millions of base pairs Only 100-1000 base
Present in nucleus pairs
Functions of RNA:
m RNA – Specifies the sequence of amino acids
during protein synthesis ( Translation)
Ribosomal RNA (rRNA)- seen in association with
ribosomes, the factories of protein synthesis
t- RNA – Delivers the amino acids to ribosomes
during protein synthesis
snRNA’s as SNURPS is involved in post
translational modification of other mRNA’S